The synthesis of 6–methyl–5–hepten–2–one from methyl– 4–oxo pentanoate is to be given. Concept introduction: The synthesize required can be carried out by the following steps. i) Protecting the keto group in the ketoester by treating with a diol ii) reduction of the ester to a primary alcohol iii) oxidation of the primary alcohol to aldehyde iv) Wittig reaction of the aldehyde with a phosphorus ylide. v) removal of the acetol linkage by hydrolysis. To give: The synthesis of 6–methyl–5–hepten–2–one from methyl– 4–oxo pentanoate.

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||| 7:47 ull 57% ← Problem 19 of 48 Submit Curved arrows are used to illustrate the flow of electrons. Use the reaction conditions provided and follow the curved arrows to draw the product of this carbocation rearrangement. Include all lone pairs and charges as appropriate. H 1,2-alkyl shift +

Answer 1

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 19.SE, Problem 77AP

Interpretation Introduction

Interpretation:

The synthesis of 6–methyl–5–hepten–2–one from methyl– 4–oxo pentanoate is to be given.

Concept introduction:

The synthesize required can be carried out by the following steps. i) Protecting the keto group in the ketoester by treating with a diol ii) reduction of the ester to a primary alcohol iii) oxidation of the primary alcohol to aldehyde iv) Wittig reaction of the aldehyde with a phosphorus ylide. v) removal of the acetol linkage by hydrolysis.

To give:

The synthesis of 6–methyl–5–hepten–2–one from methyl– 4–oxo pentanoate.

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||| 7:47 ull 57% ← Problem 19 of 48 Submit Curved arrows are used to illustrate the flow of electrons. Use the reaction conditions provided and follow the curved arrows to draw the product of this carbocation rearrangement. Include all lone pairs and charges as appropriate. H 1,2-alkyl shift +

Would the following organic synthesis occur in one step? Add any missing products, required catalysts, inorganic reagents, and other important conditions. Please include a detailed explanation and drawings showing how the reaction may occur in one step.

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Answer 2

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 19.SE, Problem 77AP

Interpretation Introduction

Interpretation:

The synthesis of 6–methyl–5–hepten–2–one from methyl– 4–oxo pentanoate is to be given.

Concept introduction:

The synthesize required can be carried out by the following steps. i) Protecting the keto group in the ketoester by treating with a diol ii) reduction of the ester to a primary alcohol iii) oxidation of the primary alcohol to aldehyde iv) Wittig reaction of the aldehyde with a phosphorus ylide. v) removal of the acetol linkage by hydrolysis.

To give:

The synthesis of 6–methyl–5–hepten–2–one from methyl– 4–oxo pentanoate.

Expert Solution & Answer

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Check out sample textbook solution

Answer 3

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 19.SE, Problem 77AP

Interpretation Introduction

Interpretation:

The synthesis of 6–methyl–5–hepten–2–one from methyl– 4–oxo pentanoate is to be given.

Concept introduction:

The synthesize required can be carried out by the following steps. i) Protecting the keto group in the ketoester by treating with a diol ii) reduction of the ester to a primary alcohol iii) oxidation of the primary alcohol to aldehyde iv) Wittig reaction of the aldehyde with a phosphorus ylide. v) removal of the acetol linkage by hydrolysis.

To give:

The synthesis of 6–methyl–5–hepten–2–one from methyl– 4–oxo pentanoate.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 4

Question

Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 19.SE, Problem 77AP

Interpretation Introduction